Electroluminescent stability

• US 7,279,232 B2
• Filed: 01/26/2004
• Issued: 10/09/2007
• Est. Priority Date: 01/26/2004
• Status: Active Grant

• Current Assignee: University of Southern California
• Original Assignee: Universal Display Corporation
• Inventors: Knowles, David B., Kwong, Raymond
• Primary Examiner(s): YAMNITZKY, MARIE ROSE
• Application Number:
  US10/765,295
• Publication Number:
  US 20050164030A1
• Time in Patent Office: 1,352 Days
• Field of Search: None
• US Class Current: 428/690
• CPC Class Codes: C07F 15/0033 Iridium compounds
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/324 comprising aluminium, e.g. Alq3
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
• CPC Class Codes: H10K 85/649 Aromatic compounds comprising a hetero atom
• CPC Class Codes: Y10S 428/917 Electroluminescent

Abstract

An organic light emitting device is provided. The device has an anode, a cathode, and an emissive layer disposed between the anode and the cathode. The emissive layer further comprises an emissive material having the structure:

• • wherein M is a metal having an atomic weight greater than 40;
  • ring A is an aromatic heterocyclic or a fused aromatic heterocyclic ring with at least one nitrogen atom that is coordinated to the metal M, wherein the ring A can be optionally substituted;
  • (X—Y) is an ancillary ligand;
  • m is a value from 1 to the maximum number of ligands that may be attached to the metal; and m+n is the maximum number of ligands that may be attached to the metal.
    The emissive material itself is also provided. The emissive material may have improved efficiency and stability when incorporated into a light emitting device.

Claims

1. A compound having the structure:

2. A compound having the structure:

3. A compound having the structure:

4. A compound having the structure:

5. The compound of claim 4, wherein M is selected from the group consisting of Ir, Pt, Pd, Rh, Re, Ru, Os, Tl, Pb, Bi, In, Sn, Sb, Te, Au, and Ag.

6. The compound of claim 5, wherein M is Ir.

7. The compound of claim 6, having the structure:

8. The compound of claim 7, having the structure:

9. The compound of claim 8, wherein m is 3 and n is zero, such that the compound has the structure:

10. The compound of claim 8, wherein m is 2 and n is 1.

11. The compound of claim 10, having the structure:

12. The compound of claim 6, having the structure:

13. The compound of claim 12, having the structure:

14. The compound of claim 13, wherein m is 3 and n is zero, such that the compound has the structure:

15. The compound of claim 13, wherein m is 2 and n is 1.

16. The compound of claim 15, having the structure:

17. A compound of comprising a ligand having the structure:

18. A compound comprising a ligand having the structure:

19. A compound comprising a ligand having the structure:

20. A compound comprising a ligand having the structure:

21. The compound of claim 20, wherein the ligand has the structure:

22. The compound of claim 21, wherein the ligand has the structure:

23. The compound of claim 20, wherein the ligand has the structure:

24. The compound of claim 23, wherein the ligand has the structure:

25. An organic light emitting device, comprising:

(a) an anode;

(b) a cathode; and

(c) an emissive layer disposed between the anode and the cathode, wherein the emissive layer comprises an emissive material having the structure;

26. An organic light emitting device, comprising:

(a) an anode;

(b) a cathode; and

(c) an emissive layer disposed between the anode and the cathode, wherein the emissive layer comprises an emissive material having the structure;

27. An organic light emitting device, comprising:

(a) an anode;

(b) a cathode; and

(c) an emissive layer disposed between the anode and the cathode, wherein the emissive layer comprises an emissive material having the structure;

28. An organic light emitting device, comprising:

(a) an anode;

(b) a cathode; and

(c) an emissive layer disposed between the anode and the cathode, wherein the emissive layer comprises an emissive material having the structure;

29. The device of claim 28, wherein M is selected from the group consisting of Ir, Pt, Pd, Rh, Re, Ru, Os, Tl, Pb, Bi, In, Sn, Sb, Te, Au, and Ag.

30. The device of claim 29, wherein M is Ir.

31. The device of claim 30, wherein the compound has the structure:

32. The device of claim 31, wherein the compound has the structure:

33. The device of claim 32, wherein m is 3 and n is zero, such that the compound has the structure:

34. The device of claim 32, wherein m is 2 and n is 1.

35. The device of claim 34, wherein the compound has the structure:

36. The device of claim 30, wherein the compound has the structure:

37. The device of claim 36, wherein the compound has the structure:

38. The device of claim 37, wherein m is 3 and n is zero, such that the compound has the structure:

39. The device of claim 37, wherein m is 2 and n is 1.

40. The device of claim 39, wherein the compound has the structure:

41. The device of claim 28, wherein the device is incorporated into a consumer product.

42. An organic light emitting device, comprising:

(a) an anode;

(b) a cathode; and

(c) an emissive layer disposed between the anode and the cathode, wherein the emissive layer comprises an emissive material having a ligand with the structure;

43. An organic light emitting device, comprising:

(a) an anode;

(b) a cathode; and

(c) an emissive layer disposed between the anode and the cathode, wherein the emissive layer comprises an emissive material having a ligand with the structure;

44. An organic light emitting device, comprising:

(a) an anode;

(b) a cathode; and

(c) an emissive layer disposed between the anode and the cathode, wherein the emissive layer comprises an emissive material having a ligand with the structure;

45. An organic light emitting device, comprising:

(a) an anode;

(b) a cathode; and

(c) an emissive layer disposed between the anode and the cathode, wherein the emissive layer comprises an emissive material having a ligand with the structure;

46. The device of claim 45, wherein the ligand has the structure:

47. The device of claim 46, wherein the ligand has the structure:

48. The device of claim 45, wherein the ligand has the structure:

49. The device of claim 48, wherein the ligand has the structure:

50. The device of claim 45, wherein the device is incorporated into a consumer product.